IP Library Granted Patent US 8,877,839
Granted Patent B2
US 8,877,839 · App. 13/502,341 · Granted Nov 4, 2014

Rubber composition including an expoxide resin

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Quick Facts
Patent No.
US 8,877,839
App. No.
13/502,341
Granted
Nov 4, 2014
Kind
B2
Abstract

A rubber composition which can be used in particular in tires, based on at least one diene elastomer, one reinforcing filler, one crosslinking system, between 1 and 20 phr of an epoxide resin and between 1 and 15 phr of an amine-comprising curing agent. The pair formed of epoxide resin with an amine-comprising curing agent advantageously replaces the pair formed of phenollformaldehyde resin, which is a methylene acceptor, with the curing agent(s) HMT or H3M, which are conventional methylene donors. The use of this pair of reactants, epoxide resin and amine-comprising curing agent, makes it possible to obtain rubber compositions exhibiting a greater low-strain stiffness in comparison with conventional rubber compositions, without significantly damaging the hysteresis. Moreover, the combination of a phenolic resin, which is a methylene acceptor, with HMT or H3M, which is a methylene donor, produces formaldehyde during the vulcanization of the rubber composition. In point of fact, it is desirable to reduce, indeed even in the long run to eliminate, the formaldehyde of rubber compositions due to the environmental impact of this compound.

Claims (34)

1. A rubber composition based on at least:

one diene elastomer;

one reinforcing filler;

one crosslinking system;

between 1 and 20 phr of an epoxide; and

between 1 and 15 phr of an amine-comprising curing agent,

wherein the amine-comprising curing agent comprises at least two amine functional groups, and

wherein the amine-comprising curing agent is chosen from the group consisting of p-xylylenediamine, 1,3-bis(aminomethyl)cyclohexane, 1,8-diaminooctane, 3,3′-diaminobenzidine and the mixtures of these compounds.

2. The rubber composition according to claim 1 , wherein the elastomer is chosen from the group consisting of natural rubber, synthetic polyisoprenes, polybutadienes, butadiene copolymers, isoprene copolymers and the mixtures of these elastomers.

3. The rubber composition according to claim 1 , wherein the level of epoxide resin is between 1 and 15 phr.

4. The rubber composition according to claim 1 , wherein the reinforcing filler comprises carbon black, silica or a mixture of carbon black and silica.

5. The rubber composition according to claim 1 , wherein the amount of reinforcing filler is between 20 and 200 phr.

6. A tire, comprising a rubber composition according to claim 1 .

7. A finished or semifinished rubber article comprising a rubber composition according to claim 1 .

8. A process for preparing a rubber composition according claim 1 , comprising the steps of:

incorporating a reinforcing filler, between 1 and 20 phr of an epoxide resin and between 1 and 15 phr of an amine-comprising curing agent in a diene elastomer during a first stage (“nonproductive” stage), everything being kneaded thermomechanically until a maximum temperature of between 110° C. and 190° C. is reached;

cooling the combined mixture to a temperature of less than 100° C.;

subsequently incorporating, during a second stage (“productive” stage), a crosslinking system; and

kneading everything up to a maximum temperature of less than 110° C.

9. A process for preparing a rubber composition according to claim 1 , comprising the steps of:

incorporating a reinforcing filler in a diene elastomer during a first stage (“nonproductive” stage), everything being kneaded thermomechanically until a maximum temperature of between 110° C. and 190° C. is reached;

cooling the combined mixture to a temperature of less than 100° C.;

subsequently incorporating, during a second stage (“productive” stage), a crosslinking system, between 1 and 20 phr of an epoxide resin and between 1 and 15 phr of an amine-comprising curing agent; and

kneading everything up to a maximum temperature of less than 110° C.

10. A process for preparing a rubber composition according to claim 1 , comprising the steps of:

incorporating a reinforcing filler and between 1 and 20 phr of an epoxide resin in a diene elastomer during a first stage (“nonproductive” stage), everything being kneaded thermomechanically until a maximum temperature of between 110° C. and 190° C. is reached;

cooling the combined mixture to a temperature of less than 100° C.;

subsequently incorporating, during a second stage (“productive” stage), a crosslinking system and between 1 and 15 phr of an amine-comprising curing agent; and

kneading everything up to a maximum temperature of less than 110° C.

11. A process for preparing a rubber composition according to claim 1 , comprising the steps of:

incorporating a reinforcing filler and between 1 and 15 phr of an amine-comprising curing agent in a diene elastomer during a first stage (“nonproductive” stage), everything being kneaded thermomechanically until a maximum temperature of between 110° C. and 190° C. is reached;

cooling the combined mixture to a temperature of less than 100° C.;

subsequently incorporating, during a second stage (“productive” stage), a crosslinking system and between 1 and 20 phr of an epoxide resin; and

kneading everything up to a maximum temperature of less than 110° C.

Assignments (3)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Sep 24, 2023
From: MICHELIN RECHERCHE ET TECHNIQUE S.A.
To: COMPAGNIE GÉNÉRALE DES ETABLISSEMENTS MICHELIN
Reel/Frame 065018/0154 →
MERGER Recorded Sep 21, 2012
From: SOCIETE DE TECHNOLOGIE MICHELIN
To: COMPAGNIE GENERALE DES ETABLISSEMENTS MICHELIN
Reel/Frame 029000/0025 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jul 27, 2012
From: VEYLAND, ANNE; HUNAULT, VINCENT; ARAUJO DA SILVA, JOSE CARLOS
To: COMPAGNIE GENERALE DES ETABLISSEMENTS MICHELIN; MICHELIN RECHERCHE ET TECHNIQUE S.A.
Reel/Frame 028659/0868 →